[(1R,4aR,4bS,7S,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl 2-[(3R,4S,4aS,7S,7aR)-4-hydroxy-4,7-dimethyl-1-oxo-3,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-3-yl]acetate

Details

• Internal ID: fb504168-2b37-4b52-91d0-8af8a52daab2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1R,4aR,4bS,7S,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthren-1-yl]methyl 2-[(3R,4S,4aS,7S,7aR)-4-hydroxy-4,7-dimethyl-1-oxo-3,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-3-yl]acetate
• SMILES (Canonical): CC1CCC2C1C(=O)OC(C2(C)O)CC(=O)OCC3(CCCC4(C3CC=C5C4CCC(C5)(C)C=C)C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1C(=O)O[C@@H]([C@@]2(C)O)CC(=O)OC[C@@]3(CCC[C@]4([C@@H]3CC=C5[C@@H]4CC[C@](C5)(C)C=C)C)C
• InChI: InChI=1S/C32H48O5/c1-7-29(3)16-13-22-21(18-29)10-12-24-30(4,14-8-15-31(22,24)5)19-36-26(33)17-25-32(6,35)23-11-9-20(2)27(23)28(34)37-25/h7,10,20,22-25,27,35H,1,8-9,11-19H2,2-6H3/t20-,22-,23-,24+,25+,27+,29-,30-,31+,32-/m0/s1
• InChI Key: BJFABKRMTXOEOY-WMILJENLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₅
• Molecular Weight: 512.70 g/mol
• Exact Mass: 512.35017463 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.39
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	-	0.7446	74.46%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.8413	84.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5694	56.94%
BSEP inhibitior	+	0.8903	89.03%
P-glycoprotein inhibitior	+	0.7363	73.63%
P-glycoprotein substrate	+	0.5369	53.69%
CYP3A4 substrate	+	0.7098	70.98%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.7347	73.47%
CYP2C9 inhibition	-	0.8325	83.25%
CYP2C19 inhibition	-	0.8775	87.75%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.6919	69.19%
CYP2C8 inhibition	+	0.6729	67.29%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6871	68.71%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.6323	63.23%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5718	57.18%
skin sensitisation	-	0.9241	92.41%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7118	71.18%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.7603	76.03%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	+	0.7555	75.55%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.6309	63.09%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.49%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	87.12%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.22%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.73%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.31%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.29%	95.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.87%	90.24%
CHEMBL5028	O14672	ADAM10	82.64%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.35%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.12%	90.08%
CHEMBL4072	P07858	Cathepsin B	81.89%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.48%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.92%	92.94%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Nepeta tuberosa

Cross-Links

• PubChem: 162878951
• LOTUS: LTS0170730
• wikiData: Q104937042